Isopropanol → HCID 19871202, compound

HRID 329871Notes

Reaction equation

HRID 329871 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=O.[C:13]([O:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][N:25]([CH:28]([C:36]2[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=2)[C:29]2[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][CH:30]=2)[CH2:24][CH2:23]1)(=[O:18])[CH2:14]C(C)=O.[NH2:43]/[C:44](/[CH3:51])=[CH:45]\[C:46]([O:48][CH2:49][CH3:50])=[O:47].[CH:52](O)(C)[CH3:53]>>[CH3:52][C:53]1[NH:43][C:44]([CH3:51])=[C:45]([C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH:6]([C:5]2[CH:8]=[CH:9][CH:10]=[C:3]([C:2]([F:12])([F:11])[F:1])[CH:4]=2)[C:14]=1[C:13]([O:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][N:25]([CH:28]([C:29]2[CH:30]=[CH:31][C:32]([CH3:35])=[CH:33][CH:34]=2)[C:36]2[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=2)[CH2:24][CH2:23]1)=[O:18]

Participants

5

Reactant 4

HCID 3776IsopropanolHCID 679903-(Trifluoromethyl)benzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 19871204HCID 19871204, compound

Product 1

HCID 19871202HCID 19871202, compoundYield 44.1%

Procedure

A mixture of m-trifluoromethylbenzaldehyde, 2-[4-(4,4'-dimethylbenzhydryl)-1-piperazinyl]ethyl acetoacetate and ethyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-[4-(4,4'-dimethylbenzhydryl)-1-piperazinyl]ethyl ethyl 2,6-dimethyl-4-(3-trifluoromethylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate as a colorless powder, m.p. 74°-77° C. (sintering). Yield 44.1%. IR(Nujol)cm-1 : 3320, 1680. NMR(CDCl3) δ: 1.17(3H,t,J=7,--CH2CH3), 2.26(6H,s, ##STR42## 2.32(6H,s, ##STR43## 4.05(2H,q,J=7,--CH2CH3), 4.10(1H,s,>N--CH<), 4.12(2H,t,J=6,--COOCH2CH2 --), 5.02(1H,s,C(4) --H), 5.65(1H, broad s, NH).

Sources & evidence

ORD record
ord-93fab41fca9b47d3b35379d6700f0aaf
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

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